Hydrochloric Acid → HCID 51051422, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl [6-(3-amino-3-oxopropyl)-2-isobutyl-4-(4-methylphenyl)quinolin-3-yl]methylcarbamate (2.38 g, 5.0 mmol), 4N aqueous sodium hydroxide solution (12.5 ml, 50 mmol) and ethanol (20 ml) was stirred at 80° C. for 2 hrs. The reaction mixture was poured into water, neutralized with 1N hydrochloric acid and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give 3-[3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-4-(4-methylphenyl)quinolin-6-yl]propanoic acid (2.01 g, yield 84%) as white crystals.

Provenance & Evidence